Hillsdale Holiday Rentals

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Holiday Rentals in Hillsdale

Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

Chetek
10.0 out of 10, Exceptional, (75)
"Great place on the water. Perfect family spot."
United States
Lacy W.
Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

The Castle on Lake Montanis - Indoor Pool & Arcade House

Rice Lake
10.0 out of 10, Exceptional, (1)
"Fabulous time! The kids couldn’t get enough of the pool and it was a perfect set up for the parents to watch and relax while the kids swam. The arcade room also provided hours of entertainment when the kids weren’t swimming. They thoroughly enjoyed the large room with three bunk beds; can’t beat falling asleep to a movie with your friends!The adults had a great time playing pool and we loved the beautiful view off the back patio overlooking the lake. Conveniently located to restaurants and...
United States
Jenny M.
The Castle on Lake Montanis - Indoor Pool & Arcade House

Downtown Lakefront Home on Lake Chetek w/hot tub & pontoon & jet ski rental

Chetek
10.0 out of 10, Exceptional, (2)
"Great place, great location, and Brianna and Travis were very quick and helpful resolving issues. "
United States
Maureen V.
Downtown Lakefront Home on Lake Chetek w/hot tub & pontoon & jet ski rental

Sunrise Pines 3BD 2BA

chetek
10.0 out of 10, Exceptional, (92)
"Everything was updated, organized and great condition. All the amenities we needed were there. Beds were comfortable and the layout was perfect for 3 couples. "
United States
Dennis E.
Sunrise Pines 3BD 2BA

Serene Lakefront Retreat - Pristine home near it all with Gracious Hospitality

Rice Lake
10.0 out of 10, Exceptional, (4)
"The house was very spacious, clean and well maintened.The yard was large and well landscaped with plenty of outdoor seating and room for other activities.Convenient to downtown, the grocery store, restaurants, and other amenities.The hostess was friendly, attentive, and quick to respond.We enjoyed our stay and hope to do it again."
United States
David J.
Serene Lakefront Retreat - Pristine home near it all with Gracious Hospitality

Book for fall! Spacious Lakefront Getaway 3BR+Loft. 4 Kayaks,Canoe,Dock,Fire Pit

Turtle Lake
9.8 out of 10, Exceptional, (8)
"Great responsive hosts, great home for a lake weekend. Four adults a four kids had a great time. "
United States
Dan K.
Book for fall! Spacious Lakefront Getaway 3BR+Loft. 4 Kayaks,Canoe,Dock,Fire Pit

Welcoming & updated Lakefront cabin with AC in Turtle Lake - 2 bedrooms

Turtle Lake
9.6 out of 10, Exceptional, (4)
"Very clean had everything we needed for our stay "
United States
Dave L.
Welcoming & updated Lakefront cabin with AC in Turtle Lake - 2 bedrooms

Welcome to ZenFrieda. Escape to the country and enjoy our sauna/cold tub area!

Wheeler
10.0 out of 10, Exceptional, (6)
"perfect place for rest and relaxation. thankful the wifi extends beyond the property’s doors as there is no cell service at all! will definitely stay again "
United States
Karen K.
Welcome to ZenFrieda. Escape to the country and enjoy our sauna/cold tub area!

Papa's Place

Chetek
9.4 out of 10, Exceptional, (28)
"Plenty of space with great lake views!"
United States
Laura W.
Papa's Place

Charming 1-bedroom house in Chetek with WiFi, AC

Chetek
10.0 out of 10, Exceptional, (6)
"This is a great little house, perfectly suited for a single person or a couple. It’s in a good location in Chetek. I enjoyed my stay and the hosts are so responsive.I would highly recommend this home. I look forward to staying there again in the future."
United States
Signe F.
Charming 1-bedroom house in Chetek with WiFi, AC

Stonehaven Cottages - "The Gatekeeper Cottage"

Rice Lake
10.0 out of 10, Exceptional, (92)
"This was the second time we had a friend meet-up/getaway in the Gatekeepers Cottage... it is just so lovely and well appointed. The hiking trails are so nice to get out and enjoy the birds and lake views. We loved using the grill and fire pit, not amenities. You can sit and watch birds in the front porch forever. Ted & Lori are so friendly and attentive, a very warm and welcoming stay overall. "
United States
Teresa D.
Stonehaven Cottages - "The Gatekeeper Cottage"

Charming 3-bedroom cabin with WiFi, AC in lovely Upper Turtle Lake.

Turtle Lake
10.0 out of 10, Exceptional, (3)
"Nena was wonderful to work with. Cabin was great and would recommend it for your next get away!! "
United States
Denice N.
Charming 3-bedroom cabin with WiFi, AC in lovely Upper Turtle Lake.

Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

Turtle Lake
10.0 out of 10, Exceptional, (15)
"Really nice and gorgeous house, really clean, has everything you need for the days to stay in. I definitely recommend to everyone. "
United States
Tatyana G.
The price is AU$1,075
includes taxes & fees
8 Dec - 9 Dec
Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

Poskin Lake Getaway Cabin Lakefront access and beautiful sunrise

Almena
10.0 out of 10, Exceptional, (63)
"We had a wonderful stay. The house and yard were clean, well maintained, and comfortable.Would recommend to anyone looking for a stay in the area."
United States
Matthew L.
Poskin Lake Getaway Cabin Lakefront access and beautiful sunrise

Chetek Chain of Lakes Cabin Escape

Cameron
9.8 out of 10, Exceptional, (16)
"We really enjoyed our stay on the Chetek chain of lakes. The house was well cared for, clean and had everything we needed to make our family vacation effortless. The owners were very friendly and responsive and the location was perfect. It was very nice not having a lot of boat traffic to listen to while sitting outside on the patio but we liked that it was just a short boat ride to bigger part of the lake."
United States
Melissa J.
Chetek Chain of Lakes Cabin Escape

Cozy 2 Bedroom LAKE FRONT Cabin on Chetek Chain of Lakes, GREAT LOT & LOCATION!

Chetek
8.6 out of 10, Excellent, (11)
"Access to town and lake is easy. Beautiful view of lake and quite in the evenings. The deck is a great place to hang out."
United States
Angela W.
Cozy 2 Bedroom LAKE FRONT Cabin on Chetek Chain of Lakes, GREAT LOT & LOCATION!

Amazing fall colors, modern lakefront home with fire pit, dock, optional pontoon

Turtle Lake
10.0 out of 10, Exceptional, (9)
"Very nice place"
United States
pirek72 ..
Amazing fall colors, modern lakefront home with fire pit, dock, optional pontoon

A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

Chetek
10.0 out of 10, Exceptional, (66)
"Kitchen was what we needed. Wi Fi was very good. Easy access to the lake and to town. Only downside was the cold lower level. "
United States
Tom O.
The price is AU$880
includes taxes & fees
27 Nov - 28 Nov
A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Clayton
10.0 out of 10, Exceptional, (4)
"Was great hosted and very nice place."
United States
Jennifer w.
The price is AU$441
includes taxes & fees
17 Nov - 18 Nov
Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Romantic cottage+Fall hiking, ATV+Fall wine festivals+Views of lake from dock!

Chetek
9.8 out of 10, Exceptional, (7)
"Place was very clean. Beds were comfy. Even had flowers from her garden in the kitchen. Only down falls tiny bathroom, thought it was in a private area. ( but noone bothered us and neighborhood was quite.)Owner was very nice"
United States
June K.
Romantic cottage+Fall hiking, ATV+Fall wine festivals+Views of lake from dock!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsdale Hotel Reviews

Find out more about Hillsdale

Everything you need to know about Hillsdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsdale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsdale holiday rentals we have selected for you start as low as AU$441 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsdale rentals

At Expedia, we put the best Hillsdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsdale has to offer?

Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!: This holiday home rental outside of Hillsdale is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Hillsdale?

While you're exploring the area, Lake Chetek and Cedar Side Walking Trail are a couple of picturesque spots to get outside and enjoy nature. Prairie Lake Townhall and Barron County Historical Society Pioneer Village Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsdale. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.